| Identification | More | [Name]
4-Amino-3-iodobenzotrifluoride | [CAS]
163444-17-5 | [Synonyms]
2-IODO-4-(TRIFLUOROMETHYL)ANILINE
4-AMINO-3-IODOBENZOTRIFLUORIDE
4-(TRIFLUOROMETHYL)-2-IODOBENZENAMINE
3-iodo-4-aminobenzotrifluoride | [Molecular Formula]
C7H5F3IN | [MDL Number]
MFCD02683097 | [Molecular Weight]
287.02 | [MOL File]
163444-17-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
50 °C | [Boiling point ]
252.8±40.0 °C(Predicted) | [density ]
1.948±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
0.70±0.10(Predicted) | [color ]
Light yellow to Brown | [InChI]
InChI=1S/C7H5F3IN/c8-7(9,10)4-1-2-6(12)5(11)3-4/h1-3H,12H2 | [InChIKey]
UKKWTZPXYIYONW-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(C(F)(F)F)C=C1I | [CAS DataBase Reference]
163444-17-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN2811 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [Chemical Properties]
light brown powder | [Synthesis]
Step 2: Synthesis of 2-iodo-4-(trifluoromethyl)aniline
In a 500 mL three-necked round-bottomed flask, 4-(trifluoromethyl)aniline (22.5 g, 0.14 mol) and methanol (100 mL) were added. The reaction system was cooled to 0 °C, followed by slow dropwise addition of a dichloromethane (100 mL) solution of ICl (25 g, 0.15 mol). After the dropwise addition, the reaction mixture was stirred at room temperature for 1 hour. The reaction process was monitored by thin layer chromatography (TLC) (unfolding agent: ethyl acetate/petroleum ether = 1:10, Rf = 0.5).
Post-treatment: The reaction mixture was concentrated under reduced pressure to remove the solvent. The residue was redissolved in dichloromethane, subsequently washed with water and dried over anhydrous sodium sulfate. Finally, the dried organic phase was concentrated under reduced pressure to give 37.8 g (97% yield) of the target product 2-iodo-4-(trifluoromethyl)aniline.
Product characterization: 1H NMR (300 MHz, CDCl3) δ: 7.86 (d, J = 1.2 Hz, 1H), 7.36 (dd, J = 8.4, 1.8 Hz, 1H), 6.73 (d, J = 8.7 Hz, 1H), 4.41 (br, 2H). | [References]
[1] Heterocycles, 2002, vol. 57, # 3, p. 465 - 476
[2] Patent: US2010/120741, 2010, A1. Location in patent: Page/Page column 91
[3] Patent: WO2011/112731, 2011, A2. Location in patent: Page/Page column 196
[4] Synthesis, 2004, # 11, p. 1869 - 1873
[5] Synlett, 2014, vol. 25, # 3, p. 399 - 402 |
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